Resinous condensation pbodtyct and method of preparation



two hundred parts of phthalic anhydride by Patented Apr. 28, 1931 UNITED. STATES PATENT OFFICE,

anwnnn s. DAWSON, an, or scrmmzcrnnv, NEW YORK, assrenoa r0 eimnau.

armccomrArIY, A coaromrron or NEW YORK RE SINOUS CONDENSATION PRODUCT AND METHOD OF PmABATION No Drawing. Application filed May 23, 1925, ,Serial No. 32,447. Renewed November 28,

The present invention comprises an imwhich have superior physical properties, in

particular are capable of polymerization or setting with a hard surface while retaining a high elasticity or flexibility. I l

\ The utilization of sulphuric acid in accordance with my invention, which involves the:-

heating together of the resin-forming constit uents with a relatively small proportion of sulphuric acid, may be distinguished from the use of such acid as an ordinary catalyzer by the fact that the chemical reaction which wouldoccur in the absence of the sulphuric acid is modified by the sulphuric acid as evidenced by the color of intermediate products, the odor of the gaseous by-products and the distinct physical properties of the ultimate resinous product.

The following specific example illustrates the mode of carrying out my invention.

, About ninety-two parts of glycerine .and

weight are heated with about 10.0. c. of concentrated sulphuric acid at a temperature rising slowl to about C. Thb solution turnsto a dark brown color, probably due 'to some decomposing action of the; acid similar to charring. The vapors given off consist of steam and some sulphur dioxide fumes but very little cates-that the sulphuric acid takes art in the reaction instead of serving mere y as a catalyst. lution becomes a dark red in color and somewhat like burnt sugar. the. action such as linseed oil or have anhydride volatilizes.- This indi- As the heating is continued the soprogresses some anhydride is volatilized. Af

ter the rather violent reaction which occurs.

at first has ceased, and a quiet stage is reached at which a resin has been formed, the desired ELEC- fatty acid is added. For example, about Z0 parts of eleos-t'earic acid (derived fromjChinawood oil) are added. The acid forms a dis-' tinct layer upon the glyceryl phthalate prO- duced during the first part of the reaction and upon heating causes a vigorous chemical re- At CL the reaction is heating must be interrupted action to occur. so Vigorous that to prevent At this stage an offensive odor'is given ofi'by the reacting ingredients. After the more violent reaction has ceased, 'thetemperature may beincreased to (3., causing some volatilization of the anhydride; Upon continued heating the solution thickens and grows darker in color. Complete miscibilityoccurs finally at C. at which point .the heating is interrupted. The resulting resin is a deep red in color and is soluble in acetone, benzol-alcohol, acetone oil and other solvents. Linoleic acid may be used in place of the eleostearic acid.

When this resin, produced by either one of the above methods, is heated for a sufiicient length of time, itbecomes infusible and insolthe" contents from boiling .over.'

uble and has a hard glass-like surface, while E possessing considerable flexibility. It is tou h and strong and'therefore'well suited for use as a binder in moulding compounds,

as a Wire enamel, and as a protective coating for metals. The resin is res stant to moisture,

oil and acid. It is also highly adhesive to be applied either by metal surfaces. It may spraying the parts to be coated or by'di'pping them into the fluid resin.

. his newresin on a surface of a, metal can be hardened in about thirty minutes at about 210 0 whereas ,A film consisting of larresins made withoutthe useof sulphuric several hours for harden- 1 acid -will require ing. In some cases the described resin,'to advantage, can be dissolved in-a high boiling oint solvent, such as glycol-diacetate or diiethyl phthalate and'a solution applied as a varnish to parts to be coated.

The high point solvent is advantageously used when the resin is tobe applied point of the solvent permits of a more uni- 5 form distribution of the resin. The solution may be applied by dipping, spraying or "brushing, and then is heated to a. temperature high enough to eliminate the solvent. The resin becomes partly cured before all of the solvent is removed and hence the resin remains uniformly distributed on the surface,

being coated.

acid.

In witness whereof, I have hereunto set my hand this 22nd day of May, 1925.

EDWARD S. DAWSON, JR.

The flexibility of the resin may be further increased by incorporating material such as China-Wood oil or castor oil with the resin in the high boiling point solvent. v

What I'claim as new and desire to secure by Letters Patent of'the United States is:

1. Aresin comprising the reaction product of an aliphatic. polyhydric alcohol and a polybasic acid, a fatty acid derived from a drying oil and a small proportion of sulphuric acid.

2. A resinous composition constituted by the reaction product of an aliphatic polyhydric alcohohphthalic anhydride, :1 fatt acid, derived from a drying oil and a sma l proportion of sulphuric acid.

3. A resinous composition constituted by the reaction roduc't of glycerine, phthalic anhydride, a atty acid derived from a drying oil and sulphuric acid.

4. A resinous composition constituted by the reaction product of.glycerine, phthalic anhydride, eleostearic acid and a small portion'of sulphuric acid.

, 5. The method oflpreparing a resin which consists in heating a mixture of an aliphatic polyhydric alcohol, a polybasic acid and a relatively small proportion of sulphuric acid to a reaction temperature, continuing heatin until a resinous product is formed and ilierruptin'g the reaction before said resin is renderedinfusible and insoluble.

consists in heating a mixture of glycerine, .phthalic anhydride and a small proportion of sulphuric acid until reaction occurs, forming a resinous product, adding a fatty acid 5 acid, said composition being, deep red in 6. The method of preparing aresin which.

derived from a drying oil to said product and 

